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April 09.2026
2 Minutes Read

Discover the Joy of Route 66: A $20K Adventure with Grandma!

Route 66 adventure with Grandma driving convertible through desert.

Explore Route 66 with Grandma and Win Big!

Imagine the thrill of hitting the open road with your grandma, fuelled by laughter and the spirit of adventure, all while having the chance to win a whopping $20,000! Wyndham Hotels is giving wanderlust enthusiasts an incredible reason to embrace their inner explorer. This summer, they are seeking pairs of grandkids and their beloved grandmothers to embark on an exciting journey along the sentimental Route 66.

A Journey Through Nostalgia

Route 66 is more than just a road; it’s a vibrant tapestry of American history and culture, filled with quirky roadside attractions, historic diners, and breathtaking landscapes. This initiative invites families to delve into this nostalgia, with Grandpa or Grandma leading the way. Taking a road trip with a grandparent offers unique storytelling opportunities that enrich the experience, making each mile special.

Your Grand Adventure Awaits!

Not only can you enjoy the stunning views and local delights along the route, but there’s also a chance to make memories that last a lifetime—and potentially pocket $20,000! To enter, aspiring travelers simply need to submit a short video showcasing why they want to experience Route 66 with their grandma. Those selected will enjoy a fully sponsored journey filled with fun itineraries and spontaneous adventures.

Build Connections and Capture Moments

This program isn't just about the prize; it highlights the importance of generational bonds and creating lasting memories. From sharing stories to enjoying unique roadside attractions, grandparents can pass down invaluable life lessons. Each stop can lead to discussions about the past, instilling history and culture into younger generations.

Why Participate?

For teenagers and young adults eager to travel, this opportunity combines the joy of exploration with the priceless love of family. So grab your devices, pitch your idea, and get ready for a summer adventure unlike any other!

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